Thank you for the response, although I apologize that the trouble continues to persist.
At this time I would recommend contacting support directly by phone on Monday for advanced troubleshooting steps.
https://www.quicken.com/support#contact-support
Quicken Care has the tools to review and research this issue further.
Thank you,
-Quicken Tyka
Thank you for taking the time to visit the Community to report this issue, although I apologize that you have not received a response.
If you have not done so already, please take a moment to review the steps and information available here.
Please let us know if these steps work to resolve the issue.
As for the flag issue, I would recommend running the Validate & Repair tool on the data file from the File menu > File Operations > Validate & Repair option.
In the Validate File window that opens, click the top box to "validate file" and then click OK.
When the validation completes, a data log will open in Notepad, please let us know if any errors or issues are found/repaired, and when ready close and re-open Quicken.
Please let us know what you find!